IT1190891B - METHOD FOR SOLID PHASE SYNTHESIS OF RETROINVERTED POLYPEPTIDES - Google Patents
METHOD FOR SOLID PHASE SYNTHESIS OF RETROINVERTED POLYPEPTIDESInfo
- Publication number
- IT1190891B IT1190891B IT22046/82A IT2204682A IT1190891B IT 1190891 B IT1190891 B IT 1190891B IT 22046/82 A IT22046/82 A IT 22046/82A IT 2204682 A IT2204682 A IT 2204682A IT 1190891 B IT1190891 B IT 1190891B
- Authority
- IT
- Italy
- Prior art keywords
- phase synthesis
- polypeptides
- bis
- retroinverted
- solid phase
- Prior art date
Links
- 102000004196 processed proteins & peptides Human genes 0.000 title abstract 4
- 108090000765 processed proteins & peptides Proteins 0.000 title abstract 4
- 238000000034 method Methods 0.000 title abstract 3
- 229920001184 polypeptide Polymers 0.000 title abstract 3
- 238000010532 solid phase synthesis reaction Methods 0.000 title abstract 2
- PEZNEXFPRSOYPL-UHFFFAOYSA-N (bis(trifluoroacetoxy)iodo)benzene Chemical compound FC(F)(F)C(=O)OI(OC(=O)C(F)(F)F)C1=CC=CC=C1 PEZNEXFPRSOYPL-UHFFFAOYSA-N 0.000 abstract 1
- 150000003862 amino acid derivatives Chemical class 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 239000011159 matrix material Substances 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 239000011347 resin Substances 0.000 abstract 1
- 229920005989 resin Polymers 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/04—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length on carriers
- C07K1/042—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length on carriers characterised by the nature of the carrier
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/02—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link
- C07K5/0212—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link containing the structure -N-C-N-C(=0)-, e.g. retro-inverso peptides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Analytical Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Peptides Or Proteins (AREA)
Abstract
This invention relates to a method for the solid-phase synthesis of polypeptides containing retro-inverted peptide bonds, using polydimethylacrylamide-co-acryloylsarcosimethylester resin cross-linked with N, N min -ethylene-bis-acrylamide as the insoluble support for lengthening the polypeptide chain in stages by the addition of suitable amino acid derivatives and/or peptides in succession. In particular, the method described in the present invention allows the easy preparation, on the polymer matrix, of monoacylated gem-diamino residues using the reagent I, I-bis (trifluoroacetoxy) iodobenzene in mixed aqueous-organic solvents.
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT22046/82A IT1190891B (en) | 1982-06-24 | 1982-06-24 | METHOD FOR SOLID PHASE SYNTHESIS OF RETROINVERTED POLYPEPTIDES |
| AT83200889T ATE30033T1 (en) | 1982-06-24 | 1983-06-17 | PROCESS FOR PRODUCTION OF RETRO-INVERSO SOLID PHASE POLYPEPTIDES. |
| EP83200889A EP0097994B1 (en) | 1982-06-24 | 1983-06-17 | Method for the solid-phase synthesis of retro-inverso polypeptides |
| DE8383200889T DE3373908D1 (en) | 1982-06-24 | 1983-06-17 | Method for the solid-phase synthesis of retro-inverso polypeptides |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT22046/82A IT1190891B (en) | 1982-06-24 | 1982-06-24 | METHOD FOR SOLID PHASE SYNTHESIS OF RETROINVERTED POLYPEPTIDES |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IT8222046A0 IT8222046A0 (en) | 1982-06-24 |
| IT1190891B true IT1190891B (en) | 1988-02-24 |
Family
ID=11190672
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IT22046/82A IT1190891B (en) | 1982-06-24 | 1982-06-24 | METHOD FOR SOLID PHASE SYNTHESIS OF RETROINVERTED POLYPEPTIDES |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP0097994B1 (en) |
| AT (1) | ATE30033T1 (en) |
| DE (1) | DE3373908D1 (en) |
| IT (1) | IT1190891B (en) |
Families Citing this family (37)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FI843837L (en) * | 1983-02-07 | 1984-09-28 | Ferring Ab | ENZYMINHIBITORER. |
| IT1164225B (en) * | 1983-05-13 | 1987-04-08 | Anic Spa | INVERTED ANALOGS OF PENTAPEPTIDE ENHANCING BRADICHINA BPP5A AND METHODS FOR THEIR PREPARATION |
| IT1164239B (en) * | 1983-05-25 | 1987-04-08 | Anic Spa | A RETRO-REVERSE ANALOG OF THE DECAPEPTIDE (5-14) OF THE EQUINE ANGIOTENSINOGEN SPECIFIC INHIBITOR OF RENINE WITH HIGH RESISTANCE TO ENZYMATIC HYDROLYSIS |
| IT1164240B (en) * | 1983-05-25 | 1987-04-08 | Anic Spa | New equine angiotensinogen 5-14 deca-peptide retro-inverted analogue |
| US4668476A (en) * | 1984-03-23 | 1987-05-26 | Applied Biosystems, Inc. | Automated polypeptide synthesis apparatus |
| IT1178789B (en) * | 1984-12-21 | 1987-09-16 | Assorenti | REVERSE-INVERTED PEPTIDES ANALOGS OF BRADICHININE BPP 5A POTENTIATOR |
| IT1178786B (en) * | 1984-12-21 | 1987-09-16 | Assorenti | PARTIALLY MODIFIED BACK-REVERSE ANALOGS OF NEUROTENSIN |
| IT1184317B (en) * | 1985-02-05 | 1987-10-28 | Eniricerche Spa | BACK-REVERSE ANALOGS OF PEPTIDE POTENTIAL OF BRADICHINA BPP5A |
| IT1190389B (en) * | 1985-09-19 | 1988-02-16 | Eniricerche Spa | HEXOTEPTIDES WITH HYPOTENSIVE ACTIVITY |
| IT1188206B (en) * | 1985-11-28 | 1988-01-07 | Eniricerche Spa | PROCEDURE FOR THE SOLID-PHASE SYNTHESIS OF PEPTIDES IN WHICH AT LEAST ONE AMID LINK IS INVERTED |
| GB2187461A (en) * | 1986-02-03 | 1987-09-09 | Medical Res Council | Monitoring method for the synthesis of a linear of amino acid residues |
| DE3783280T2 (en) * | 1986-07-16 | 1993-05-06 | Eniricerche Spa | PARTIAL RETRO-INVERTED ANALOGS OF TUFTSIN, METHOD FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS THAT INCLUDE IT. |
| IT1196500B (en) * | 1986-07-16 | 1988-11-16 | Eniricerche Spa | MALONIC ACID DERIVATIVES AND METHODS FOR THEIR SYNTHESIS |
| US6261569B1 (en) | 1992-08-27 | 2001-07-17 | Deakin Research Limited | Retro-, inverso- and retro-inverso synthetic peptide analogues |
| FR2717081B1 (en) * | 1994-03-14 | 1996-06-21 | Centre Nat Rech Scient | Retropeptides, antibodies to the latter, and their uses for vaccination and in vitro diagnosis. |
| US6916904B2 (en) | 2002-04-24 | 2005-07-12 | Zolaris Biosciences, Llc | Inhibition of immune complex formation |
| EP1730170B1 (en) | 2004-03-10 | 2020-02-19 | Trinity Therapeutics, Inc. | Method for inhibiting immune complex formation in a subject |
| WO2008124768A1 (en) | 2007-04-09 | 2008-10-16 | The General Hospital Corporation | Hemojuvelin fusion proteins and uses thereof |
| TWI541020B (en) | 2008-04-17 | 2016-07-11 | 巴克斯歐塔公司 | Biologically active peptide |
| WO2010009380A2 (en) | 2008-07-18 | 2010-01-21 | Trinity Therapeutics, Inc. | Methods for treating immune-mediated dengue fever infections and antibody-dependent enhancement of dengue fever infections, including dengue hemorrhagic fever and dengue shock syndrome |
| EP3406267A1 (en) | 2011-03-25 | 2018-11-28 | Children's Medical Center Corporation | Lin28-mediated control of let-7 biogenesis |
| PL2717898T3 (en) | 2011-06-10 | 2019-06-28 | Bioverativ Therapeutics Inc. | Pro-coagulant compounds and methods of use thereof |
| AU2013208293B2 (en) | 2012-01-09 | 2017-08-10 | Serpin Pharma, Llc | Peptides and methods of using same |
| ES2651113T3 (en) | 2012-06-25 | 2018-01-24 | The Brigham And Women's Hospital, Inc. | Targeted therapeutic treatments |
| KR20160029731A (en) | 2013-03-12 | 2016-03-15 | 더 제너럴 하스피탈 코포레이션 | Modified mullerian inhibiting substance(mis) proteins and uses thereof for the treatment of diseases |
| WO2015070014A1 (en) | 2013-11-08 | 2015-05-14 | Biogen Idec Ma Inc. | Procoagulant fusion compound |
| WO2016044707A1 (en) | 2014-09-18 | 2016-03-24 | Cedars-Sinai Medical Center | Compositions and methods for treating fibrosis |
| EP4194001A1 (en) | 2015-04-22 | 2023-06-14 | Cedars-Sinai Medical Center | Enterically delivered bitter oligopeptides for the treatment for type 2 diabetes and obesity |
| CN113429455B (en) | 2015-08-28 | 2024-11-22 | 赛品制药有限责任公司 | Methods for treating diseases |
| WO2017075451A1 (en) | 2015-10-28 | 2017-05-04 | The Broad Institute Inc. | Compositions and methods for evaluating and modulating immune responses by detecting and targeting pou2af1 |
| WO2017075465A1 (en) | 2015-10-28 | 2017-05-04 | The Broad Institute Inc. | Compositions and methods for evaluating and modulating immune responses by detecting and targeting gata3 |
| EP3368689B1 (en) | 2015-10-28 | 2020-06-17 | The Broad Institute, Inc. | Composition for modulating immune responses by use of immune cell gene signature |
| US20190262399A1 (en) | 2016-09-07 | 2019-08-29 | The Broad Institute, Inc. | Compositions and methods for evaluating and modulating immune responses |
| CN121159628A (en) | 2018-09-10 | 2025-12-19 | 莱恩治疗公司 | Modified peptide fragments of CAV-1 protein and their use in the treatment of fibrosis |
| BR112021004420A2 (en) | 2018-09-10 | 2021-06-01 | Board Of Regents, The University Of Texas System | dry powder formulation of caveolin-1 peptides and methods of use thereof |
| EP3937966A4 (en) | 2019-03-11 | 2022-11-30 | Lung Therapeutics, Inc. | COMPOSITIONS AND METHODS FOR PROTECTING ALVEOLAR EPITHELIAL CELLS TYPE 2 (AEC2) |
| WO2023200887A1 (en) | 2022-04-13 | 2023-10-19 | Paradigm Immunotherapeutics, Inc. | Methods of preventing or treating infection by respiratory viruses including sars-cov-2 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3862114A (en) * | 1971-11-22 | 1975-01-21 | Ici Australia Ltd | Analogs of substance p |
-
1982
- 1982-06-24 IT IT22046/82A patent/IT1190891B/en active
-
1983
- 1983-06-17 AT AT83200889T patent/ATE30033T1/en not_active IP Right Cessation
- 1983-06-17 EP EP83200889A patent/EP0097994B1/en not_active Expired
- 1983-06-17 DE DE8383200889T patent/DE3373908D1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| EP0097994A2 (en) | 1984-01-11 |
| DE3373908D1 (en) | 1987-11-05 |
| ATE30033T1 (en) | 1987-10-15 |
| EP0097994B1 (en) | 1987-09-30 |
| EP0097994A3 (en) | 1985-11-27 |
| IT8222046A0 (en) | 1982-06-24 |
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